
Condo vacation rentals in Casentino
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Top-rated condo rentals in Casentino
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Apt. Panzanello-Panzano in Chianti
Welcome to a corner of authentic Tuscany, where time seems to stand still among vineyards and centuries-old olive trees. Nestled in the tranquillity of the Chianti Classico hills, this apartment is the perfect retreat for those seeking comfort and authenticity away from the hustle and bustle of everyday life. From the private terrace, you will enjoy a breathtaking view of the hills—it's the perfect spot to relax with a glass of Panzanello wine at sunset. Access is private and independent, with free parking included.

Chianti Apartment in 12th Century Tuscan farmhouse
Your separate apartment in our secluded 12th century farmhouse has its own entrance and is on two levels; kitchen and sitting area is on the first floor, beds and bath are upstairs. The large fireplace in the kitchen is very typical in these old houses. In the sleeping rooms we have air conditioning. The garden is unique , a place to relax and enjoy. If there is no available date check out our second new listing, same property, "Chianti Patio Apartment" Pleased to welcome you!

Cozy apartment in stunning National Park forest
This cosy apartment immersed in one of Italy's largest National Parks offers a breath of fresh air. Perfect for hikers - many paths begin direct from the door, ideal for those walking to La Verna. Just a 5min minute walk away are waterfalls and natural pools. In a unique area of the Casentino the tranquil village of Rimbocchi invites you to escape the chaos of urban life. Although remote, it's also a convenient base to visit many historic cultural towns all within an hour by car.

House between Firenze, Arezzo, chianti e Siena
The House is located in a restored medieval village. There is an atmosphere of peace and tranquility, the gardens are full of flowers and aromatic plants and there is a beautiful panoramic view of the Arno Valley. There is a private terrace outside and two swimming pools to share with other appartraments. Perfect for relaxing and for reaching the main attractions like Florence, Siena, Arezzo, Chianti, Sangimignano. Here you will live a unique experience in the heart of Tuscany ...

The Gerani at the Ponte Vecchio 🏵🏵🏵🏵🏵
Beautiful and spacious apartment (130 sqm) located in the beautiful Piazza di Santo Stefano with a view of Ponte Vecchio. The house is on the third floor and is equipped with an elevator. There are three bedrooms (two double and one with two single beds), two bathrooms with window, a large kitchen with dining room and a separate living room, and two balconies. Bathroom and kitchen essentials, sheets, towels, kettle, microwave, toaster, WiFi, smart TV, washing machine, dryer, A/C.

Peaceful hideaway in a 11th century Tuscan village
Imagine a former medieval tower, once part of a 11th century fortified castle. As you enter, like in most Tuscan country houses, there is a kitchen with a stone sink. A stairway brings to the first floor where there are two bedrooms with their original terracotta floors and wooden beams. They both offer a gorgeus, unobstructed view of Chianti vineyards and hills. And a private access to a terracotta terrace facing the valley. It's hard to imagine a more peaceful scenery.

[Alma San Pier Maggiore] Soul of Renaissance 5*
A prestigious historic residence, meticulously renovated in 2023 to restore the history and essence of the former Church of San Pier Maggiore. ✔ Accommodates up to 6 PEOPLE ✔ Just 3 minutes walk from PIAZZA SANTA CROCE, 5 from the DUOMO, and 8 from PIAZZA DELLA SIGNORIA ✔ 3 Double bedrooms, 3 bathrooms ✔ Professional Welcome Book ✔ Rooms with original paintings ✔ 65'' TV, WI-FI, Air Conditioning, and Underfloor Radiant Heating ✔ 1st Floor with elevator

[Signoria] Prestigious apartment with a view
Make your stay unique and treat yourself to an experience that you will carry within you for a lifetime. Located in the heart of Florence, this awesome attic is the ideal solution for those looking for an exclusive and prestigious site to combine with a central location, which is perfect for easily visiting the main sites of interest. The apartment enjoys exclusive views of all the main monuments of Florence, with a terrace with breathtaking views

Chianti La Pruneta, Michelangelo apartment.
This apartment built of characteristic Tuscan stone is a renovated ancient barn attached to the larger farmhouse. A fully equipped private apartment with a living area, double bedroom and two shower rooms, air conditioning, beautiful Venetian lamps, marble floors and furnished with vintage furniture. Large private terrace, with private BBQ and gazebo. The property is located on hills overlooking the stunning Arno Valley in the heart of Tuscany.

The View of Sangiorgio
In the heart of the historic center of Florence, stands this magnificent 90 m2 apartment. Thanks to the location and the splendid view overlooking Florence, you will immediately feel part of the city. The apartment is a stone's throw from the Ponte Vecchio and therefore close to every attraction in Florence. N.b. The apartment is located in an elevated position and to reach it there is a climb and two flights of stairs to climb

The Nest in Chianti
We would like to inform you that for this emergency we are doing everything possible to help and protect our guests by adopting a detailed and strict cleaning, disinfecting and sanitizing of all parts of the house. Cozy apartment, finely renovated in the historic center on the second floor overlooking the beautiful square of Greve in Chianti. You can spend wonderful moments of relaxation on its condominium terrace.

Florentine Penthouse with Panoramic Terrace
The truly Florentine soul of this exquisite apartment and its panoramic terrace sets the stage for an unforgettable stay. From this privileged vantage point above the rooftops, you can almost touch Florence’s monuments as you sip a sunset aperitivo, or greet the morning beneath the pergola with a leisurely breakfast while the city awakens in golden light.
Popular amenities for Casentino condo rentals
Weekly condo rentals

Lovely Apartment on the Arno river ~ Oltrarno

Poggiolieto Suite - on hills 10' from city center

Horti Annalenae

Renaissance & Baroque Apartment with Duomo Views!

Oltrarno Luxury Design apartment with terrace

Duomo New Luxury Apartment 3 Bedrooms 3 Bathrooms

Renaissance Apartment • Central, AC & Cotto

Gorgeous apartment with terrace in a castle
Pet-friendly condo rentals

Bio-agritourism in the hills of Florence

Secret Window • Hidden Gem near Ponte Vecchio

Stones throw from Florence Duomo Square

Stylish Terrace on Boboli Gardens

Duomo View • In the Heart of Florence

Casa Salandra: a modern and comfortable getaway

Luxury Duomo - 2BDR 2BTH - 1minutes from Duomo

Locanda dei Geppi 3BDR Deluxe with Panoramic View
Condo rentals with a pool

"Antica Aia" apartment

Tuscany | Apartment in farm with restaurant & pool

Casa Rebecca with a small private pool

Biancospino superior flat in VILLA with POOL

Chianti, elegant barn among vineyards and pool

Ginestra: Private Pool Overlooking Florence

Belvedere

New, bright, cozy Florence apartment with view
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- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Pinarella Di Cervia
- Ponte Vecchio
- Mirabilandia
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fiera Di Rimini
- Misano World Circuit
- Stazione Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Autodromo Enzo e Dino Ferrari
- Piazzale Michelangelo
- Piazza della Signoria
- Palacongressi Della Riviera Di Rimini
- Palazzo Vecchio





